Structure

Physi-Chem Properties

Molecular Weight:  644.3
Volume:  658.656
LogP:  4.424
LogD:  3.708
LogS:  -5.655
# Rotatable Bonds:  10
TPSA:  110.5
# H-Bond Aceptor:  9
# H-Bond Donor:  0
# Rings:  7
# Heavy Atoms:  9

MedChem Properties

QED Drug-Likeness Score:  0.154
Synthetic Accessibility Score:  5.4
Fsp3:  0.553
Lipinski Rule-of-5:  Accepted
Pfizer Rule:  Accepted
GSK Rule:  Rejected
BMS Rule:  0
Golden Triangle Rule:  Rejected
Chelating Alert:  0
PAINS Alert:  0

ADMET Properties (ADMETlab2.0)

ADMET: Absorption

Caco-2 Permeability:  -5.166
MDCK Permeability:  3.850565917673521e-05
Pgp-inhibitor:  1.0
Pgp-substrate:  0.986
Human Intestinal Absorption (HIA):  0.01
20% Bioavailability (F20%):  0.869
30% Bioavailability (F30%):  0.529

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB):  0.184
Plasma Protein Binding (PPB):  97.69397735595703%
Volume Distribution (VD):  2.241
Pgp-substrate:  7.2663164138793945%

ADMET: Metabolism

CYP1A2-inhibitor:  0.056
CYP1A2-substrate:  0.08
CYP2C19-inhibitor:  0.564
CYP2C19-substrate:  0.092
CYP2C9-inhibitor:  0.798
CYP2C9-substrate:  0.038
CYP2D6-inhibitor:  0.381
CYP2D6-substrate:  0.108
CYP3A4-inhibitor:  0.865
CYP3A4-substrate:  0.742

ADMET: Excretion

Clearance (CL):  5.665
Half-life (T1/2):  0.434

ADMET: Toxicity

hERG Blockers:  0.258
Human Hepatotoxicity (H-HT):  0.94
Drug-inuced Liver Injury (DILI):  0.952
AMES Toxicity:  0.006
Rat Oral Acute Toxicity:  0.916
Maximum Recommended Daily Dose:  0.989
Skin Sensitization:  0.119
Carcinogencity:  0.011
Eye Corrosion:  0.004
Eye Irritation:  0.052
Respiratory Toxicity:  0.951

Download Data

Data Type Select
General Info & Identifiers & Properties  
Structure MOL file  
Source Organisms  
Biological Activities  
Similar NPs/Drugs  

  Natural Product: NPC61967

Natural Product ID:  NPC61967
Common Name*:   Ohchinin Acetate
IUPAC Name:   n.a.
Synonyms:   Ohchinin Acetate
Standard InCHIKey:  JYFHWXOCTSBEPC-CUNMOGCISA-N
Standard InCHI:  InChI=1S/C38H44O9/c1-21-25(24-14-15-43-19-24)16-26-32(21)38(5)27(17-31(41)42-6)37(4)29(47-30(40)13-12-23-10-8-7-9-11-23)18-28(45-22(2)39)36(3)20-44-33(34(36)37)35(38)46-26/h7-15,19,25-29,33-35H,16-18,20H2,1-6H3/b13-12+/t25-,26-,27-,28-,29+,33-,34+,35-,36-,37+,38-/m1/s1
SMILES:  COC(=O)C[C@@H]1[C@@]2(C)[C@@H](OC(=O)/C=C/c3ccccc3)C[C@H]([C@@]3([C@@H]2[C@H]([C@@H]2[C@@]1(C)C1=C(C)[C@@H](C[C@H]1O2)c1ccoc1)OC3)C)OC(=O)C
Synthetic Gene Cluster:   n.a.
ChEMBL Identifier:   CHEMBL1774399
PubChem CID:   52952322
Chemical Classification**:  
  • CHEMONTID:0000000 [Organic compounds]
    • [CHEMONTID:0000012] Lipids and lipid-like molecules
      • [CHEMONTID:0000259] Prenol lipids
        • [CHEMONTID:0001553] Triterpenoids
          • [CHEMONTID:0002380] Limonoids

*Note: the InCHIKey will be temporarily assigned as the "Common Name" if no IUPAC name or alternative short name is available.
**Note: the Chemical Classification was calculated by NPClassifier Version 1.5. Reference: PMID:34662515.

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[12193038]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[1593280]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[18816111]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[19299148]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota fruits n.a. n.a. PMID[20669933]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Seeds n.a. n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. seed n.a. PMID[21381696]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2607354]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[2614419]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. PMID[26339153]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota Leaves n.a. n.a. PMID[28493718]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. bark n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. fruit n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. leaf n.a. PMID[9134742]
NPO4406 Azadirachta indica Species Meliaceae Eukaryota n.a. n.a. n.a. Database[UNPD]

☑ Note for Reference:
In addition to directly collecting NP source organism data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated them from below databases:
☉ UNPD: Universal Natural Products Database [PMID: 23638153].
☉ StreptomeDB: a database of streptomycetes natural products [PMID: 33051671].
☉ TM-MC: a database of medicinal materials and chemical compounds in Northeast Asian traditional medicine [PMID: 26156871].
☉ TCM@Taiwan: a Traditional Chinese Medicine database [PMID: 21253603].
☉ TCMID: a Traditional Chinese Medicine database [PMID: 29106634].
☉ TCMSP: The traditional Chinese medicine systems pharmacology database and analysis platform [PMID: 24735618].
☉ HerDing: a herb recommendation system to treat diseases using genes and chemicals [PMID: 26980517].
☉ MetaboLights: a metabolomics database [PMID: 27010336].
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  NP Quantity Composition/Concentration

Organism ID NP ID Organism Material Preparation Organism Part NP Quantity (Standard) NP Quantity (Minimum) NP Quantity (Maximum) Quantity Unit Reference

☑ Note for Reference:
In addition to directly collecting NP quantitative data from primary literature (where reference will provided as NCBI PMID or DOI links), NPASS also integrated NP quantitative records for specific NP domains (e.g., NPS from foods or herbs) from domain-specific databases. These databases include:
☉ DUKE: Dr. Duke's Phytochemical and Ethnobotanical Databases.
☉ PHENOL EXPLORER: is the first comprehensive database on polyphenol content in foods [PMID: 24103452], its homepage can be accessed at here.
☉ FooDB: a database of constituents, chemistry and biology of food species [www.foodb.ca].

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT116 Cell Line HL-60 Homo sapiens IC50 = 9900.0 nM PMID[526699]
NPT81 Cell Line A549 Homo sapiens IC50 > 20000.0 nM PMID[526699]
NPT134 Cell Line SK-BR-3 Homo sapiens IC50 > 20000.0 nM PMID[526699]
NPT20529 NON-MOLECULAR NON-PROTEIN TARGET n.a. IC50 > 20000.0 nM PMID[526699]

☑ Note for Activity Records:
☉ The quantitative biological activities were primarily integrated from ChEMBL (Version-30) database and were also directly collected from PubMed literature. PubMed PMID was provided as the reference link for each activity record.

  Chemically structural similarity: I. Similar Active Natural Products in NPASS

Top-200 similar NPs were calculated against the active-NP-set (includes 4,3285 NPs with experimentally-derived bioactivity available in NPASS)

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC61967 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9742 High Similarity NPC27541
0.9742 High Similarity NPC126984
0.9742 High Similarity NPC62692
0.9497 High Similarity NPC118086
0.9437 High Similarity NPC475641
0.9437 High Similarity NPC475237
0.9412 High Similarity NPC308205
0.9412 High Similarity NPC322546
0.9241 High Similarity NPC471003
0.9172 High Similarity NPC470119
0.9172 High Similarity NPC214495
0.9161 High Similarity NPC182427
0.9161 High Similarity NPC29695
0.9152 High Similarity NPC11062
0.9136 High Similarity NPC88593
0.913 High Similarity NPC310572
0.9062 High Similarity NPC14499
0.9062 High Similarity NPC475039
0.9062 High Similarity NPC476035
0.8961 High Similarity NPC71821
0.8931 High Similarity NPC475066
0.8931 High Similarity NPC195954
0.8931 High Similarity NPC88007
0.8931 High Similarity NPC469847
0.8889 High Similarity NPC276735
0.8882 High Similarity NPC470792
0.8875 High Similarity NPC472671
0.8875 High Similarity NPC475226
0.8827 High Similarity NPC285567
0.882 High Similarity NPC8389
0.8812 High Similarity NPC194499
0.8797 High Similarity NPC472672
0.8765 High Similarity NPC79571
0.8765 High Similarity NPC68848
0.8742 High Similarity NPC34421
0.8742 High Similarity NPC253201
0.8742 High Similarity NPC237259
0.8742 High Similarity NPC302054
0.8742 High Similarity NPC98206
0.8735 High Similarity NPC294512
0.8734 High Similarity NPC291150
0.8734 High Similarity NPC116717
0.8726 High Similarity NPC471001
0.872 High Similarity NPC277618
0.8712 High Similarity NPC283209
0.8696 High Similarity NPC246841
0.8696 High Similarity NPC1408
0.8696 High Similarity NPC7059
0.8679 High Similarity NPC121615
0.8679 High Similarity NPC294511
0.8671 High Similarity NPC212257
0.8671 High Similarity NPC5180
0.8659 High Similarity NPC159520
0.865 High Similarity NPC188649
0.8634 High Similarity NPC104736
0.8634 High Similarity NPC41880
0.8614 High Similarity NPC296558
0.8606 High Similarity NPC307781
0.8606 High Similarity NPC472670
0.8598 High Similarity NPC88841
0.8598 High Similarity NPC288602
0.858 High Similarity NPC304692
0.858 High Similarity NPC56953
0.858 High Similarity NPC470118
0.858 High Similarity NPC176413
0.8571 High Similarity NPC25351
0.8553 High Similarity NPC228842
0.8535 High Similarity NPC470999
0.8503 High Similarity NPC291742
0.85 High Similarity NPC18135
0.8494 Intermediate Similarity NPC472141
0.8494 Intermediate Similarity NPC86800
0.8494 Intermediate Similarity NPC121995
0.8491 Intermediate Similarity NPC470791
0.8491 Intermediate Similarity NPC470790
0.8485 Intermediate Similarity NPC471168
0.8485 Intermediate Similarity NPC469846
0.8481 Intermediate Similarity NPC255414
0.8466 Intermediate Similarity NPC197137
0.8462 Intermediate Similarity NPC469848
0.8457 Intermediate Similarity NPC476262
0.8457 Intermediate Similarity NPC141538
0.8457 Intermediate Similarity NPC155939
0.8457 Intermediate Similarity NPC296807
0.8452 Intermediate Similarity NPC302392
0.8447 Intermediate Similarity NPC476201
0.8447 Intermediate Similarity NPC471002
0.8443 Intermediate Similarity NPC270312
0.8428 Intermediate Similarity NPC471007
0.8424 Intermediate Similarity NPC471167
0.8424 Intermediate Similarity NPC471166
0.8424 Intermediate Similarity NPC18986
0.8415 Intermediate Similarity NPC84349
0.8415 Intermediate Similarity NPC474611
0.8393 Intermediate Similarity NPC472673
0.8385 Intermediate Similarity NPC471000
0.8383 Intermediate Similarity NPC308156
0.8375 Intermediate Similarity NPC69647
0.8375 Intermediate Similarity NPC125182
0.8373 Intermediate Similarity NPC472669
0.8365 Intermediate Similarity NPC216755
0.8364 Intermediate Similarity NPC287559
0.8364 Intermediate Similarity NPC191828
0.8363 Intermediate Similarity NPC167340
0.8354 Intermediate Similarity NPC472778
0.8354 Intermediate Similarity NPC472777
0.8354 Intermediate Similarity NPC167142
0.8354 Intermediate Similarity NPC472776
0.8354 Intermediate Similarity NPC34056
0.8333 Intermediate Similarity NPC268905
0.8333 Intermediate Similarity NPC246164
0.8323 Intermediate Similarity NPC156189
0.8323 Intermediate Similarity NPC56358
0.8313 Intermediate Similarity NPC472668
0.8302 Intermediate Similarity NPC62799
0.8294 Intermediate Similarity NPC285227
0.8291 Intermediate Similarity NPC84479
0.8284 Intermediate Similarity NPC255787
0.8284 Intermediate Similarity NPC327922
0.8269 Intermediate Similarity NPC56197
0.8263 Intermediate Similarity NPC472139
0.8263 Intermediate Similarity NPC476197
0.8261 Intermediate Similarity NPC195325
0.8261 Intermediate Similarity NPC472654
0.8253 Intermediate Similarity NPC470789
0.825 Intermediate Similarity NPC221809
0.825 Intermediate Similarity NPC471174
0.8242 Intermediate Similarity NPC299038
0.8239 Intermediate Similarity NPC472662
0.8239 Intermediate Similarity NPC56731
0.8239 Intermediate Similarity NPC472663
0.8232 Intermediate Similarity NPC92979
0.8228 Intermediate Similarity NPC205071
0.8225 Intermediate Similarity NPC473766
0.8225 Intermediate Similarity NPC473753
0.8221 Intermediate Similarity NPC33938
0.821 Intermediate Similarity NPC476122
0.821 Intermediate Similarity NPC196846
0.821 Intermediate Similarity NPC470997
0.8199 Intermediate Similarity NPC19747
0.8194 Intermediate Similarity NPC307401
0.8193 Intermediate Similarity NPC475967
0.8193 Intermediate Similarity NPC123153
0.8187 Intermediate Similarity NPC471292
0.8182 Intermediate Similarity NPC471169
0.8182 Intermediate Similarity NPC175964
0.8176 Intermediate Similarity NPC271235
0.8176 Intermediate Similarity NPC251865
0.8165 Intermediate Similarity NPC263337
0.8165 Intermediate Similarity NPC121158
0.8148 Intermediate Similarity NPC211625
0.8148 Intermediate Similarity NPC234494
0.8144 Intermediate Similarity NPC472653
0.8144 Intermediate Similarity NPC472299
0.8133 Intermediate Similarity NPC472283
0.8133 Intermediate Similarity NPC81405
0.8129 Intermediate Similarity NPC470995
0.8125 Intermediate Similarity NPC5676
0.8121 Intermediate Similarity NPC471175
0.8118 Intermediate Similarity NPC41689
0.8114 Intermediate Similarity NPC470938
0.8113 Intermediate Similarity NPC223415
0.8113 Intermediate Similarity NPC80635
0.8113 Intermediate Similarity NPC470741
0.811 Intermediate Similarity NPC84063
0.811 Intermediate Similarity NPC469503
0.8101 Intermediate Similarity NPC20500
0.8098 Intermediate Similarity NPC159927
0.8098 Intermediate Similarity NPC474305
0.8098 Intermediate Similarity NPC469335
0.8095 Intermediate Similarity NPC470939
0.8095 Intermediate Similarity NPC82851
0.8095 Intermediate Similarity NPC200782
0.8095 Intermediate Similarity NPC472771
0.8092 Intermediate Similarity NPC148185
0.8092 Intermediate Similarity NPC94763
0.8092 Intermediate Similarity NPC477824
0.8089 Intermediate Similarity NPC473613
0.8089 Intermediate Similarity NPC4341
0.8089 Intermediate Similarity NPC473112
0.8089 Intermediate Similarity NPC473085
0.8089 Intermediate Similarity NPC48017
0.8089 Intermediate Similarity NPC184747
0.8089 Intermediate Similarity NPC200592
0.8089 Intermediate Similarity NPC147880
0.8089 Intermediate Similarity NPC43241
0.8089 Intermediate Similarity NPC473758
0.8089 Intermediate Similarity NPC473109
0.8089 Intermediate Similarity NPC473060
0.8089 Intermediate Similarity NPC202260
0.8089 Intermediate Similarity NPC476094
0.8089 Intermediate Similarity NPC211137
0.8089 Intermediate Similarity NPC473081
0.8086 Intermediate Similarity NPC93666
0.8084 Intermediate Similarity NPC474932
0.8084 Intermediate Similarity NPC140952
0.8079 Intermediate Similarity NPC105395
0.8077 Intermediate Similarity NPC310043
0.8072 Intermediate Similarity NPC107646
0.8072 Intermediate Similarity NPC126723

  Chemically structural similarity: II. Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC61967 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.8229 Intermediate Similarity NPD8434 Phase 2
0.7904 Intermediate Similarity NPD5760 Phase 2
0.7904 Intermediate Similarity NPD5761 Phase 2
0.7824 Intermediate Similarity NPD5537 Clinical (unspecified phase)
0.774 Intermediate Similarity NPD6764 Approved
0.774 Intermediate Similarity NPD6765 Approved
0.7716 Intermediate Similarity NPD4628 Phase 3
0.763 Intermediate Similarity NPD8127 Discontinued
0.759 Intermediate Similarity NPD6273 Approved
0.7588 Intermediate Similarity NPD7819 Suspended
0.7569 Intermediate Similarity NPD6784 Approved
0.7569 Intermediate Similarity NPD6785 Approved
0.7569 Intermediate Similarity NPD8055 Clinical (unspecified phase)
0.7472 Intermediate Similarity NPD5844 Phase 1
0.7471 Intermediate Similarity NPD5494 Approved
0.744 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.744 Intermediate Similarity NPD920 Approved
0.7414 Intermediate Similarity NPD919 Approved
0.7412 Intermediate Similarity NPD6599 Discontinued
0.7399 Intermediate Similarity NPD4966 Approved
0.7399 Intermediate Similarity NPD4965 Approved
0.7399 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7399 Intermediate Similarity NPD4967 Phase 2
0.7384 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7356 Intermediate Similarity NPD7075 Discontinued
0.7348 Intermediate Similarity NPD6559 Discontinued
0.7333 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.733 Intermediate Similarity NPD7199 Phase 2
0.7321 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7321 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7317 Intermediate Similarity NPD2343 Clinical (unspecified phase)
0.7314 Intermediate Similarity NPD6234 Discontinued
0.7312 Intermediate Similarity NPD8032 Phase 2
0.7305 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7263 Intermediate Similarity NPD7473 Discontinued
0.7256 Intermediate Similarity NPD2796 Approved
0.7251 Intermediate Similarity NPD7458 Discontinued
0.7247 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD3817 Phase 2
0.7241 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.7225 Intermediate Similarity NPD37 Approved
0.7225 Intermediate Similarity NPD6801 Discontinued
0.7195 Intermediate Similarity NPD3748 Approved
0.7191 Intermediate Similarity NPD6232 Discontinued
0.7168 Intermediate Similarity NPD7411 Suspended
0.7164 Intermediate Similarity NPD8404 Phase 2
0.716 Intermediate Similarity NPD6143 Clinical (unspecified phase)
0.716 Intermediate Similarity NPD6799 Approved
0.7151 Intermediate Similarity NPD3226 Approved
0.7135 Intermediate Similarity NPD1247 Approved
0.7127 Intermediate Similarity NPD7799 Discontinued
0.7127 Intermediate Similarity NPD7228 Approved
0.7127 Intermediate Similarity NPD7893 Clinical (unspecified phase)
0.7126 Intermediate Similarity NPD1243 Approved
0.7125 Intermediate Similarity NPD6832 Phase 2
0.7108 Intermediate Similarity NPD1471 Phase 3
0.7102 Intermediate Similarity NPD7768 Phase 2
0.7101 Intermediate Similarity NPD7236 Approved
0.7097 Intermediate Similarity NPD17 Approved
0.7086 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7083 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.7081 Intermediate Similarity NPD8312 Approved
0.7081 Intermediate Similarity NPD8313 Approved
0.7077 Intermediate Similarity NPD7497 Discontinued
0.7065 Intermediate Similarity NPD7685 Pre-registration
0.7062 Intermediate Similarity NPD3749 Approved
0.7056 Intermediate Similarity NPD3926 Phase 2
0.7052 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7048 Intermediate Similarity NPD2438 Suspended
0.7037 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.7033 Intermediate Similarity NPD3818 Discontinued
0.7029 Intermediate Similarity NPD1934 Approved
0.7017 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7012 Intermediate Similarity NPD6355 Discontinued
0.7011 Intermediate Similarity NPD4380 Phase 2
0.7011 Intermediate Similarity NPD7993 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6002 Phase 3
0.7006 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7006 Intermediate Similarity NPD6005 Phase 3
0.7006 Intermediate Similarity NPD6004 Phase 3
0.7 Intermediate Similarity NPD7229 Phase 3
0.7 Intermediate Similarity NPD7879 Clinical (unspecified phase)
0.6994 Remote Similarity NPD7239 Suspended
0.6989 Remote Similarity NPD8455 Phase 2
0.6982 Remote Similarity NPD7003 Approved
0.6982 Remote Similarity NPD3750 Approved
0.6977 Remote Similarity NPD7314 Clinical (unspecified phase)
0.6973 Remote Similarity NPD7240 Approved
0.6966 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6962 Remote Similarity NPD3972 Approved
0.6962 Remote Similarity NPD1608 Approved
0.6951 Remote Similarity NPD4140 Approved
0.6949 Remote Similarity NPD5402 Approved
0.6949 Remote Similarity NPD5616 Clinical (unspecified phase)
0.6946 Remote Similarity NPD1551 Phase 2
0.6944 Remote Similarity NPD6959 Discontinued
0.6936 Remote Similarity NPD5403 Approved
0.6923 Remote Similarity NPD6166 Phase 2
0.6923 Remote Similarity NPD6167 Clinical (unspecified phase)
0.6923 Remote Similarity NPD6168 Clinical (unspecified phase)
0.6919 Remote Similarity NPD5401 Approved
0.6919 Remote Similarity NPD2533 Approved
0.6919 Remote Similarity NPD2532 Approved
0.6919 Remote Similarity NPD2534 Approved
0.6919 Remote Similarity NPD4378 Clinical (unspecified phase)
0.6918 Remote Similarity NPD5327 Phase 3
0.691 Remote Similarity NPD3882 Suspended
0.6905 Remote Similarity NPD2346 Discontinued
0.6905 Remote Similarity NPD5763 Approved
0.6905 Remote Similarity NPD5762 Approved
0.6902 Remote Similarity NPD7804 Clinical (unspecified phase)
0.6895 Remote Similarity NPD8397 Clinical (unspecified phase)
0.6893 Remote Similarity NPD1465 Phase 2
0.6886 Remote Similarity NPD2799 Discontinued
0.6882 Remote Similarity NPD4110 Phase 3
0.6882 Remote Similarity NPD4109 Clinical (unspecified phase)
0.6875 Remote Similarity NPD6385 Approved
0.6875 Remote Similarity NPD6386 Approved
0.6871 Remote Similarity NPD5952 Clinical (unspecified phase)
0.6865 Remote Similarity NPD7074 Phase 3
0.6864 Remote Similarity NPD1549 Phase 2
0.6848 Remote Similarity NPD4307 Phase 2
0.6848 Remote Similarity NPD2979 Phase 3
0.6845 Remote Similarity NPD6099 Approved
0.6845 Remote Similarity NPD6100 Approved
0.6842 Remote Similarity NPD3887 Approved
0.6837 Remote Similarity NPD4107 Approved
0.6832 Remote Similarity NPD3267 Approved
0.6832 Remote Similarity NPD3266 Approved
0.6829 Remote Similarity NPD6798 Discontinued
0.6829 Remote Similarity NPD3764 Approved
0.6821 Remote Similarity NPD7410 Clinical (unspecified phase)
0.6815 Remote Similarity NPD5585 Approved
0.6811 Remote Similarity NPD7054 Approved
0.6807 Remote Similarity NPD5735 Approved
0.6807 Remote Similarity NPD1899 Clinical (unspecified phase)
0.6807 Remote Similarity NPD1933 Approved
0.6805 Remote Similarity NPD1552 Clinical (unspecified phase)
0.6805 Remote Similarity NPD1550 Clinical (unspecified phase)
0.6798 Remote Similarity NPD2801 Approved
0.679 Remote Similarity NPD6007 Clinical (unspecified phase)
0.6789 Remote Similarity NPD8150 Discontinued
0.6788 Remote Similarity NPD6233 Phase 2
0.6788 Remote Similarity NPD6663 Approved
0.6786 Remote Similarity NPD7033 Discontinued
0.6784 Remote Similarity NPD8166 Discontinued
0.6776 Remote Similarity NPD5242 Approved
0.6774 Remote Similarity NPD7472 Approved
0.677 Remote Similarity NPD1876 Approved
0.6768 Remote Similarity NPD7095 Approved
0.6765 Remote Similarity NPD970 Clinical (unspecified phase)
0.676 Remote Similarity NPD5353 Approved
0.6757 Remote Similarity NPD7177 Discontinued
0.6755 Remote Similarity NPD7808 Phase 3
0.6746 Remote Similarity NPD2935 Discontinued
0.6744 Remote Similarity NPD6190 Approved
0.6734 Remote Similarity NPD7680 Approved
0.6728 Remote Similarity NPD2797 Approved
0.6727 Remote Similarity NPD3268 Approved
0.6727 Remote Similarity NPD2313 Discontinued
0.6726 Remote Similarity NPD7097 Phase 1
0.6723 Remote Similarity NPD7028 Phase 2
0.6721 Remote Similarity NPD6808 Phase 2
0.6717 Remote Similarity NPD4482 Phase 3
0.6706 Remote Similarity NPD2344 Approved
0.6702 Remote Similarity NPD7251 Discontinued
0.6701 Remote Similarity NPD8285 Discontinued
0.6687 Remote Similarity NPD1547 Clinical (unspecified phase)
0.6687 Remote Similarity NPD1281 Approved
0.6686 Remote Similarity NPD1510 Phase 2
0.6686 Remote Similarity NPD4308 Phase 3
0.6685 Remote Similarity NPD6873 Phase 2
0.6684 Remote Similarity NPD8407 Phase 2
0.6667 Remote Similarity NPD1511 Approved
0.6667 Remote Similarity NPD4338 Clinical (unspecified phase)
0.6667 Remote Similarity NPD6653 Approved
0.6649 Remote Similarity NPD6797 Phase 2
0.6649 Remote Similarity NPD7784 Clinical (unspecified phase)
0.6646 Remote Similarity NPD5736 Approved
0.663 Remote Similarity NPD7058 Phase 2
0.663 Remote Similarity NPD7057 Phase 3
0.663 Remote Similarity NPD7315 Approved
0.6628 Remote Similarity NPD2800 Approved
0.6618 Remote Similarity NPD7047 Phase 3
0.6614 Remote Similarity NPD8368 Discontinued
0.6608 Remote Similarity NPD2355 Clinical (unspecified phase)
0.6608 Remote Similarity NPD2353 Approved
0.6605 Remote Similarity NPD4359 Approved
0.6592 Remote Similarity NPD7615 Clinical (unspecified phase)
0.6591 Remote Similarity NPD1512 Approved
0.6585 Remote Similarity NPD2798 Approved
0.6584 Remote Similarity NPD7999 Approved
0.6578 Remote Similarity NPD3751 Discontinued
0.657 Remote Similarity NPD2897 Discontinued
0.6568 Remote Similarity NPD6353 Approved
0.6568 Remote Similarity NPD1607 Approved
0.6567 Remote Similarity NPD7435 Discontinued
0.6564 Remote Similarity NPD1283 Approved
0.6562 Remote Similarity NPD3412 Clinical (unspecified phase)

  Bioactivity similarity: Similar Natural Products in NPASS

Bioactivity similarity was calculated based on bioactivity descriptors of compounds. The bioactivity descriptors were calculated by a recently developed AI algorithm Chemical Checker (CC) [Nature Biotechnology, 38:1087–1096, 2020; Nature Communications, 12:3932, 2021], which evaluated bioactivity similarities at five levels:
☉ A: chemistry similarity;
☉ B: biological targets similarity;
☉ C: networks similarity;
☉ D: cell-based bioactivity similarity;
☉ E: similarity based on clinical data.

Those 5 categories of CC bioactivity descriptors were calculated and then subjected to manifold projection using UMAP algorithm, to project all NPs on a 2-Dimensional space. The current NP was highlighted with a small circle in the 2-D map. Below figures: left-to-right, A-to-E.

A: chemistry similarity
B: biological targets similarity
C: networks similarity
D: cell-based bioactivity similarity
E: similarity based on clinical data